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Dual H-bond activation of NHC–Au(<scp>i</scp>)–Cl complexes with amide functionalized side-arms assisted by H-bond donor substrates or acid additives

Otto Seppänen, Santeri Aikonen, Mikko Muuronen, Carla Alamillo‐Ferrer, Jordi Burés, Juho Helaja

2020Chemical Communications32 citationsDOIOpen Access PDF

Abstract

Novel approach with amide-tethered H-bond donor NHC ligands enabled Au(i)-catalysis via H-bonding. The plain NHC-Au(i)-Cl complex catalysed conversions of terminal N-propynamides to oxazolines, and enyne cycloisomerization with an acid additive, in DCM at RT. DFT calculations enlightened the function of the side-arm in the activation.

Topics & Concepts

ChemistryAmidePeptide bondCombinatorial chemistryDual roleMedicinal chemistryPolymer chemistryStereochemistryAmino acidOrganic chemistryBiochemistryCatalytic Alkyne ReactionsCatalytic Cross-Coupling ReactionsSynthetic Organic Chemistry Methods
Dual H-bond activation of NHC–Au(<scp>i</scp>)–Cl complexes with amide functionalized side-arms assisted by H-bond donor substrates or acid additives | Litcius